Cailey Watson

Associate

  • Boston, MA
Overview
  • Cailey helps clients navigate complex succession planning, probate and trust administration, real estate matters, and elder law issues, including Medicaid planning and long-term care. Cailey brings expertise in providing comprehensive guidance on these critical matters to ensure clients’ needs are met efficiently and effectively.
  • Estate Planning
  • Probate
  • Trust Administration
  • When Cailey is out of the office, you might find her exploring a new destination, lost in a great book, or enjoying the magic of dance and the performing arts. A true lover of culture and creativity, Cailey embraces every experience with curiosity and enthusiasm!

Education

  • University of Massachusetts School of Law, J.D.
  • University of New Hampshire, B.A.

Admissions

  • Commonwealth of Massachusetts

Our mission is to empower clients—start-ups and institutions alike—with strategies for enduring success.

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“D’Ambrosio LLP is a strong choice for developers seeking advice on financing, due diligence, and related regulatory approvals for complex projects. The group also has expertise in eminent domain and zoning issues.”
Chambers and Partners
"D'Ambrosio LLP handles my legal matters with a great deal of attention and care. Their staff is available to me at all times and the attorneys respond immediately to my needs. The level of service is excellent."
John Hamel, Cofounder and General PartnerCue Ball Capital
"When it comes to high stakes litigation there is no one better than Gerry and his team- smart, aggressive, and winners!"
Roxann Carstensen, Managing PartnerMerrimack Environmental, LLC
"D’Ambrosio LLP is everything a developer wants in a law firm. They are respected in city and town governments. They know land use law inside and out. And they have such a depth of experience representing developers, that they know exactly how to navigate their way through a tricky approval process. Post Road Residential feels very fortunate to have worked with such professionals."
Andrew Montelli, Founder & CEOPost Road Residential

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